7-Chloro-4-oxo-4,5-dihydro-[1,2,3]triazolo[1,5-a]quinoxaline-3-carboxylic acid ethyl ester | 206976-42-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 7-Chloro-4-oxo-4,5-dihydro-[1,2,3]triazolo[1,5-a]quinoxaline-3-carboxylic acid ethyl ester
• 英文别名: ethyl 7-chloro-4-oxo-5H-triazolo[1,5-a]quinoxaline-3-carboxylate
• CAS: 206976-42-3
• 化学式: C₁₂H₉ClN₄O₃
• 分子量: 292.681
• InChiKey: XNRKCOLRFHKGSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  86.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-Chloro-4-oxo-4,5-dihydro-[1,2,3]triazolo[1,5-a]quinoxaline-3-carboxylic acid ethyl ester 在 氢氧化钾 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 24.0h， 以78%的产率得到7-Chloro-4-oxo-4,5-dihydro-[1,2,3]triazolo[1,5-a]quinoxaline-3-carboxylic acid
  参考文献：
  名称：

  1,2,3-Triazolo[1,5-a]quinoxalines: synthesis and binding to benzodiazepine and adenosine receptors

  摘要：

  This paper reports the synthesis and binding assays toward benzodiazepine and adenosine A(1) and A(2A) receptors of new 1,2,3-triazolo[1,5-a]quinoxalin-4-one derivatives. The prepared compounds show good affinity toward the benzodiazepine receptor (K-i 53-314 nM); the GABA ratio values suggest an inverse agonist activity for the N(5) unsubstituted compounds 6b-d and an agonist activity for the N(5) methylated compounds 7a-c. Some derivatives of both series show good affinity (Ki < 100 nM) and selectivity toward the adenosine A(1) receptorial subtype. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80036-6
• 作为产物：
  描述：

  4-chloro-2-nitrophenyl azide 在 三氯化铁 、 铁粉 、 sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate 作用下， 以 乙醇 、 水 为溶剂， 反应 8.0h， 生成 7-Chloro-4-oxo-4,5-dihydro-[1,2,3]triazolo[1,5-a]quinoxaline-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  1,2,3-Triazolo[1,5-a]quinoxalines: synthesis and binding to benzodiazepine and adenosine receptors

  摘要：

  This paper reports the synthesis and binding assays toward benzodiazepine and adenosine A(1) and A(2A) receptors of new 1,2,3-triazolo[1,5-a]quinoxalin-4-one derivatives. The prepared compounds show good affinity toward the benzodiazepine receptor (K-i 53-314 nM); the GABA ratio values suggest an inverse agonist activity for the N(5) unsubstituted compounds 6b-d and an agonist activity for the N(5) methylated compounds 7a-c. Some derivatives of both series show good affinity (Ki < 100 nM) and selectivity toward the adenosine A(1) receptorial subtype. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80036-6

文献信息

• 1,2,3-Triazolo[1,5-a]quinoxalines: synthesis and binding to benzodiazepine and adenosine receptors
  作者：Lucia Bertelli、Giuliana Biagi、Irene Giorgi、Clementina Manera、Oreste Livi、Valerio Scartoni、Laura Betti、Gino Giannaccini、Letizia Trincavelli、Pier Luigi Barili

  DOI：10.1016/s0223-5234(98)80036-6

  日期：1998.2

  This paper reports the synthesis and binding assays toward benzodiazepine and adenosine A(1) and A(2A) receptors of new 1,2,3-triazolo[1,5-a]quinoxalin-4-one derivatives. The prepared compounds show good affinity toward the benzodiazepine receptor (K-i 53-314 nM); the GABA ratio values suggest an inverse agonist activity for the N(5) unsubstituted compounds 6b-d and an agonist activity for the N(5) methylated compounds 7a-c. Some derivatives of both series show good affinity (Ki < 100 nM) and selectivity toward the adenosine A(1) receptorial subtype. (C) Elsevier, Paris.